9-Nor-9β-hydroxyhexahydrocannabinol
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| Formula | C20H30O3 |
| Molar mass | 318.457 g·mol−1 |
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9-Nor-9β-hydroxyhexahydrocannabinol (9-nor-9beta-HHC; sometimes incorrectly confused with 11-nor-9β-hydroxyhexahydrocannabinol[1]) is a cannabinoid first discovered from early modifications to the structure of THC, in a search for the simplest compound that could still fulfill the binding requirements to produce cannabis-like activity.[2][3]
11-Hydroxyhexahydrocannabinol is the structurally related methylene homologue of 11-nor-9β-hydroxyhexahydrocannabinol that has been found as a minor active metabolite of tetrahydrocannabinol, and also a metabolite of the trace cannabinoid hexahydrocannabinol.[4]
See also
- AM-2389
- 9-Hydroxyhexahydrocannabinol
- Hexahydrocannabinol
- 11-Hydroxyhexahydrocannabinol
- HU-243
- Nabilone
References
- ^ "9-Hydroxy-9-norhexahydrocannabinol".
- ^ Johnson MR, Althuis TH, Bindra JS, Harbert CA, Melvin LS, Milne GM (1980). Potent Analgetics Derived From 9-Nor-9β-Hydroxyhexahydrocannabinol. NIDA Research Monograph. Vol. 34. pp. 68−74.
- ^ Melvin LS, Johnson MR (1987). "Relationships of Tricyclic and Nonclassical Bicyclic Cannabinoids". In Rapaka RS, Makriyannis A (eds.). Structure-activity Relationships of the Cannabinoids. NIDA Research Monograph. Vol. 79. pp. 31–47.
- ^ Järbe TU, Hiltunen AJ, Lander N, Mechoulam R (August 1986). "Cannabimimetic activity (delta 1-THC cue) of cannabidiol monomethyl ether and two stereoisomeric hexahydrocannabinols in rats and pigeons". Pharmacology, Biochemistry, and Behavior. 25 (2): 393–9. doi:10.1016/0091-3057(86)90015-8. PMID 3020594. S2CID 28373651.